Isoindolin-5-amine

Base Information

• Chemical Name: Isoindolin-5-amine
• CAS No.: 45766-35-6
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• European Community (EC) Number: 845-118-0
• DSSTox Substance ID: DTXSID80564155
• Wikidata: Q72438464
• Mol file: 45766-35-6.mol

Synonyms:isoindolin-5-amine;45766-35-6;2,3-DIHYDRO-1H-ISOINDOL-5-AMINE;5-AMINOISOINDOLINE;1H-Isoindol-5-amine, 2,3-dihydro-;5-Amino-isoindoline;SCHEMBL329725;DTXSID80564155;YTIFSHPDDSIFRO-UHFFFAOYSA-N;VBA76635;1H-Isoindol-5-amine, 2,3-dihydro;AB9521;MFCD09263952;AKOS006282145;AB50244;AS-44974;AM20040513;CS-0092035;EN300-77023;A846692;J-506986

Chemical Property of Isoindolin-5-amine

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.627
• Boiling Point: 288.966 °C at 760 mmHg
• Flash Point: 149.357 °C
• PSA: 38.05000
• Density: 1.148 g/cm³
• LogP: 1.78200
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 134.084398327
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

Isoindolin-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(CN1)C=C(C=C2)N

Technology Process of Isoindolin-5-amine

There total 4 articles about Isoindolin-5-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

5-Amino-2,3-dihydro-2-(phenylmethyl)-1H-isoindole → 5-Amino-2.3-dihydro-1H-isoindole (45766-35-6)

Guidance literature:

With palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol;

DOI:10.1016/j.bmcl.2019.126926

Reference yield:

2,3-Dihydro-5-nitro-2-(phenylmethyl)-1H-isoindole (127168-68-7) → 5-Amino-2.3-dihydro-1H-isoindole (45766-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium 10% on activated carbon / methanol

2: palladium on activated charcoal; hydrogen; 10 wt% Pd(OH)2 on carbon / methanol

With palladium 10% on activated carbon; palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol;

DOI:10.1016/j.bmcl.2019.126926

Reference yield:

→ 5-Amino-2.3-dihydro-1H-isoindole (45766-35-6)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

upstream raw materials:

2,3-Dihydro-5-nitro-2-(phenylmethyl)-1H-isoindole

Downstream raw materials:

(R)-tert-butyl (1-(5-aminoisoindolin-2-yl)-3-(2,4-dichlorophenyl)-1-oxopropan-2-yl)carbamate

5-amino-1,3-dihydro-isoindole-2-carboxylic acid phenyl ester

Refernces

• 1、 -. "Dipeptides which promote release of growth hormone". . . Retrieved 2008/06/13.